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60 years of hurt: Ranking England's 5 most painful World Cup exits

By Lewis Watson
July 16, 2026 5 Min Read
Comments Off on 60 years of hurt: Ranking England's 5 most painful World Cup exits

Once again, England fans, it's not "coming home."

Well not yet, anyway …

England was defeated 2-1 by Lionel Messi's Argentina on Wednesday in Atlanta, registering yet another semifinal loss in the World Cup knockout rounds for the "Three Lions," following on from similar exits in 1990 and 2018.

England's 60 years (and counting) of hurt have been littered with painful World Cup exits, but where does this latest addition slot in on the pain-o-meter? 

Let's take a stroll down memory lane:

Croatia's Mario Mandzukic scores his side's second goal of the game during extras time during the FIFA World Cup, Semi Final match at the Luzhniki Stadium, Moscow. (Photo by Tim Goode/PA Images via Getty Images)
Croatia's Mario Mandžukić scores his side's second goal of the game during extra time during the FIFA World Cup, semifinal at the Luzhniki Stadium, Moscow.
Tim Goode - PA Images via Getty Images

5. 2018 World Cup semifinal — England 1-2 Croatia

Perhaps this belongs higher up the list, but in 2018 England wasn't expected to do much at the World Cup in Russia.

Gareth Southgate was new in the hot seat and had chosen youth over experience in a post-Wayne Rooney squad that, on paper, was missing star names and a certain X-factor.

But Southgate was able to breathe new life into a team that was recovering from a Euro 2016 humiliation to Iceland, navigating a favorable route to a World Cup semifinal.

An experienced, dangerous Croatia were the opponents, and despite taking an early lead through a Kieran Trippier free-kick, England struggled to keep pace with a masterful midfield trio of Luka Modrić, Ivan Rakitić and Marcelo Brozović.

The final nail in England's coffin came in extra-time as Mario Mandžukić netted with left-footed precision. 

SAINT-ETIENNE, FRANCE - June 30: Diego Simeone of Argentina complains as David Beckham of England Is Sent Off by referee Kim Milton Nielsen during the FIFA World Cup Finals 1998 Round Of 16 match between Argentina and England at Stade Geoffroy-Guichard on June 30, 1998 in Saint-Etienne, France. (Photo by Richard Sellers/Sportsphoto/Allstar via Getty Images)
Argentina's Diego Simeone (L) complains as England's David Beckham is sent off by referee Kim Milton Nielsen during the 1998 World Cup Round of 16 match at Stade Geoffroy-Guichard on June 30, 1998 in Saint-Etienne, France.
Richard Sellers/Allstar via Getty Images

4. 1998 World Cup Round of 16 — England 2-2 Argentina (3-4 penalties)

David Beckham won't want to be reminded of this game back from France '98.

An electric first-half saw these rivals go into the break level at 2-2 in a finely poised affair, but a kick-out from Beckham against Diego Simeone saw "Golden Balls" collect a red card, putting his England side under pressure from the 47th minute.

England rallied — and had a winner from Sol Campbell disallowed — until penalties were the only way to separate these two soccer-obsessed nations.

Paul Ince and David Batty were the fall guys for England as they missed penalties in the shootout, leaving Argentina to advance into the quarterfinals, but Beckham took the blame back home as English soccer turned on their No. 7.

MEXICO CITY, MEXICO - JUNE 22: Argentina player Diego Maradona outjumps England goalkeeper Peter Shilton to score with his 'Hand of God' goal as England defenders Kenny Sansom (top) Gary Stevens (c) and Terry Fenwick look on during the 1986 FIFA World Cup Quarter Final at the Azteca Stadium on June 22, 1986 in Mexico City, Mexico.  (Photo by Allsport/Getty Images)
Argentina player Diego Maradona outjumps England goalkeeper Peter Shilton to score with his 'Hand of God' goal as England defenders Kenny Sansom (top) Gary Stevens (c) and Terry Fenwick look on during the 1986 FIFA World Cup quarterfinal at the Azteca Stadium on June 22, 1986 in Mexico City, Mexico.
Getty Images via Getty Images

3. 1986 World Cup quarterfinal — England 1-2 Argentina

England's quarterfinal with Argentina at Mexico '86 was remembered for two things: Diego Maradona's "Hand of God" and his "Goal of the Century."

The juxtaposition between these two remarkable footballing feats means it's hard to contextualize the heartbreak felt inside the Estadio Azteca, simply because pure outrage turned to awe within four second-half minutes. 

The Three Lions probably wouldn't have won that game anyway even if Maradona didn't punch the ball into Peter Shilton's goal, but they rightfully felt aggrieved in the aftermath watching Argentina go on to win its second World Cup title.

Gary Lineker's consolation goal in the 81st minute meant there was a nervy climax to this quarterfinal, but long after full-time pain was felt by England fans whenever the photograph of the most famous handball in soccer history was shown.

World Cup Semi Final match at the Stadio delle Alpi in Turin, Italy, West Germany 1 v England 1 after extra time, (West Germany win 4-3 on penalties), Joy for West Germany players and management staff after victory in the shootout secured their third consecutive World Cup Final appearance, In the foreground a distraught Chris Waddle hangs his head after his missed penalty sealed the West German victory, In the background Andreas Brehme congratulates hero goalkeeper Bodo Illgner, Wednesday 4th July 1990. (Photo by Arnold Slater/Daily Mirror/Mirrorpix via Getty Images)
West Germany celebrates after winning the penalty shootout to reach a third consecutive World Cup final, while a distraught Chris Waddle hangs his head after his miss sealed England's defeat. In the background, Andreas Brehme congratulates goalkeeper Bodo Illgner on July 4, 1990 at the Stadio delle Alpi in Turin, Italy.
Mirrorpix via Getty Images

2. 1990 World Cup semifinal — England 1-1 West Germany (3-4 penalties)

This was England's first ever penalty shootout and it remains one of the most painful.

The game ended 1-1 at Italia '90, with Germany taking the lead through a deflected Andreas Brehme free-kick and Gary Lineker equalizing for England with 10 minutes remaining.

After a goalless period of extra-time, spot-kicks followed for England against their fiercest rivals.

The Germans slotted all four of theirs past England's Shilton, but Stuart Pearce and Chris Waddle were unable to convert for England, resigning them to defeat in their first World Cup semifinal since 1966.

This loss set the tone for five more cruel shootout losses between 1996-2012, until Gareth Southgate cracked the code against Colombia at the 2018 World Cup.

England's penalty shootout fortunes have changed since, but this loss to Germany will always be remembered as the reason why England have suffered with penalty trauma for so many years.

LONDON, ENGLAND - JULY 16: UK newspaper front pages display stories and images on England's loss to Argentina in the semi-final of the FIFA World Cup on July 16, 2026 in London, England. (Photo by Gareth Cattermole/Getty Images)
UK newspaper front pages display stories and images on England's loss to Argentina in the semifinal of the FIFA World Cup on July 16, 2026 in London, England.
Gareth Cattermole via Getty Images

1. 2026 World Cup semifinal — England 1-2 Argentina

It wasn't supposed to go like this. 

The English Football Association's decision to hire Thomas Tuchel as head coach was an admission England needed a winner in their ranks. The anti-Gareth Southgate. Someone who could get England over the line in the pressure cooker of the biggest moments on the international stage. 

The signs were good across the 2026 World Cup. England showed flair against Croatia, heart and courage against Mexico and Norway, and Tuchel's in-game management was receiving plaudits across the nation.

But as soon as England took the lead Wednesday against Argentina in Atlanta in the 55th-minute, the ghosts of tournaments' past began swirling around the stadium.

England retreated, Tuchel made defensive substitutions and England allowed Lionel Messi to orchestrate yet another Argentina comeback. 

Conceding goals in the 85th and 90+2 minutes is heartbreaking enough. But against Argentina in a World Cup semifinal? That's the toughest pill to swallow for an England fan in a result that felt self-inflicted. 

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Lewis Watson

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